Summary
Overview
Work History
Education
Skills
Timeline
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Jason Wing

Jason Wing

Boca Raton

Summary

Results-driven Sales Director with 15+ years of experience driving exponential revenue growth for technology companies. Expert in developing and executing strategic sales plans, building high-performing teams, and leveraging deep industry knowledge to exceed sales targets.

Overview

16
16
years of professional experience

Work History

Director of Sales

ITM AI - Data Analytics
01.2024 - Current
  • Established the Strategic direction of ITM’s Sales Development Operations, with Executive collaboration.
  • Led technology sales initiatives across a broad portfolio, including Data and AI, Automation, AI Apps, Cloud Platforms, Storage, & Cyber Security.
  • Created Sales Business plans, Go to Market Strategies, and Channel Partner blueprints.
  • Faced with a startup sales challenge, as an individual contributor, I developed and implemented a targeted sales strategy, resulting in a 2400% increase in sales from $50K to $1.25M within the first year.
  • Cultivated and managed a robust sales pipeline, ensuring consistent and predictable revenue streams.
  • Developed project plans identifying key issues, approaches, and performance metrics.
  • Collaborated with cross-brand teams to ensure effective skills-mixes and seamless execution of sales strategies.

Director of Sales

Flying Tech, LLC
01.2016 - 09.2023
  • Company Overview:
  • Business Sold to Private Investors 2023
  • Built the sales function from the ground up, establishing processes and infrastructure, for rapid growth.
  • Managed technology sales surrounding various IT solutions including; Data Center Infrastructure, Cloud Platforms, Data Storage, Disaster Recovery, SaaS & Cyber Security.
  • P&L leader responsible for 12mn annually, increasing sales from $150K to $12mn (2016-2021).
  • Accounted for 65% of invoiced sales with major Mid-Market to Enterprise accounts over 7-year span.
  • Developed and implemented successful sales strategies that resulted in a 42% increase in lead generation.
  • Led and mentored a team of 3-5 sales representatives, fostering a high-performance culture.
  • Effectively utilized CRM and other sales tools to manage pipeline, track progress, and generate accurate reports.
  • Conducted market analysis that identified hundreds of emerging market opportunities, leading to the launch of several new product offerings and a 66% increase in market penetration.

Enterprise Sales Manager

BlueAlly
09.2013 - 12.2015
  • Achieved top Sales Manager performer status in the region/company for 2 consecutive years.
  • Developed and executed strategic account plans, resulting in a 29% increase in client retention and a 35% improvement in client ROI.
  • Led sales team focused on Data Storage, Disaster Recovery & Business Continuity solutions.
  • Accurately forecasted sales revenue and consistently met or exceeded projections.
  • Executed sales plays, including impactful prospecting and lead generation activities.
  • Utilized consultative selling techniques to drive the adoption and penetration of technology platforms through innovative solution recommendations.

Citrix Sales Manager

CSPI, Inc.
01.2009 - 09.2013
  • Consistently exceeded sales quotas by 37% annually, driving significant revenue growth responsible for closing multi-million-dollar deals.
  • Managed a team of 5 enterprise sales representatives, focused on Citrix, Data Storage, Disaster Recovery & Networking solutions.
  • Built and nurtured relationships with many Enterprise Stakeholders, resulting in a 76% increase in repeat business and 22 new strategic partnerships.
  • Provided expert technology advising and value selling, earning clients' trust and respect as a strategic technology partner.

Education

Bachelor of Science - Business Management

Concordia University
Saint Paul, MN

MBA - IT Systems & Management

Mercy College
Dobbs Ferry, NY

Certification - CSS50B

Harvard Online

Skills

  • IT SALES MANAGEMENT LEADERSHIP – 12
  • CHANNEL & CHANGE MANAGEMENT – 12
  • IT SOLUTION SALES CONSULTANT – 15
  • LARGE SMB TO ENTERPRISE FOCUSED
  • CONSISTENT QUOTA ATTAINMENT (2010-2025)
  • EXTENSIVE US EAST COAST NETWORK
  • SALES PLANNING STRATEGIST & MANAGEMENT
  • CRM / KPI EXPERT / CROSS BRAND EXPERTISE
  • CLOUD: AWS / AZURE / GCP / IBM
  • CYBER SECURITY / DATA CENTER
  • MSP / MSSP / DRaaS / IaaS / DaaS / PaaS
  • ERP / CRM / SUPPLY CHAIN
  • BI / AI / RPA / MLOPS / DATA & ANALYTICS
  • BUSINESS CONSULTING / PROFESSIONAL SERVICES

Timeline

Director of Sales

ITM AI - Data Analytics
01.2024 - Current

Director of Sales

Flying Tech, LLC
01.2016 - 09.2023

Enterprise Sales Manager

BlueAlly
09.2013 - 12.2015

Citrix Sales Manager

CSPI, Inc.
01.2009 - 09.2013

Bachelor of Science - Business Management

Concordia University

MBA - IT Systems & Management

Mercy College

Certification - CSS50B

Harvard Online

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Jason Wing